Dolabelladienols A–C, New Diterpenes Isolated from Brazilian Brown Alga Dictyota pfaffii

Pardo-Vargas, Alonso; Oliveira, Ingrid de Barcelos; Stephens, Paulo Roberto Soares; Santos, Claudio Cesar Cirne; Paixão, Izabel Christina Nunes de Palmer; Ramos, Freddy Alejandro; Jiménez, Carlos; Rodriguez, Jaime; Resende, Jackson Antonio Lamounier Camargos; Teixeira, Valeria Laneuville; Castellanos, Leonardo

Dolabelladienols A–C, New Diterpenes Isolated from Brazilian Brown Alga Dictyota pfaffii

Detalhes bibliográficos
Autor(a) principal:	Pardo-Vargas, Alonso
Data de Publicação:	2014
Outros Autores:	Oliveira, Ingrid de Barcelos, Stephens, Paulo Roberto Soares, Santos, Claudio Cesar Cirne, Paixão, Izabel Christina Nunes de Palmer, Ramos, Freddy Alejandro, Jiménez, Carlos, Rodriguez, Jaime, Resende, Jackson Antonio Lamounier Camargos, Teixeira, Valeria Laneuville, Castellanos, Leonardo
Tipo de documento:	Artigo
Idioma:	eng
Título da fonte:	Repositório Institucional da FIOCRUZ (ARCA)
Texto Completo:	https://www.arca.fiocruz.br/handle/icict/11930
Resumo:	Universidad Nacional de Colombia. Departamento de Química. Bogotá, D.C, Colombia.

Metadados do item

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repository_id_str	2135
spelling	Pardo-Vargas, AlonsoOliveira, Ingrid de BarcelosStephens, Paulo Roberto SoaresSantos, Claudio Cesar CirnePaixão, Izabel Christina Nunes de PalmerRamos, Freddy AlejandroJiménez, CarlosRodriguez, JaimeResende, Jackson Antonio Lamounier CamargosTeixeira, Valeria LaneuvilleCastellanos, Leonardo2015-10-12T16:25:07Z2015-10-12T16:25:07Z2014PARDO-VARGAS, Alonso; et al. Dolabelladienols A–C, New Diterpenes Isolated from Brazilian Brown Alga Dictyota pfaffii. Mar. Drugs, v.12, p.4247-4259, 2014.1660-3397https://www.arca.fiocruz.br/handle/icict/1193010.3390/md12074247engMDPIDolabelladienols A–C, New Diterpenes Isolated from Brazilian Brown Alga Dictyota pfaffiiinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleUniversidad Nacional de Colombia. Departamento de Química. Bogotá, D.C, Colombia.Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Laboratório de Imunologia Clínica. Rio de Janeiro, RJ, Brasil / Universidade Federal Fluminense. Instituto de Biologia. Departamento de Biologia Celular e Molecular. Programa de Pós-graduação em Ciências e Biotecnologia. Laboratório de Virologia Molecular e Biotecnologia Marinha. Niterói, RJ, Brasil.Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Laboratório de Imunologia Clínica. Rio de Janeiro, RJ, Brasil / Universidade Federal Fluminense. Instituto de Biologia. Departamento de Biologia Celular e Molecular. Programa de Pós-graduação em Ciências e Biotecnologia. Laboratório de Virologia Molecular e Biotecnologia Marinha. Niterói, RJ, Brasil.Fundação Oswaldo Cruz. Instituto Oswaldo Cruz. Laboratório de Imunologia Clínica. Rio de Janeiro, RJ, Brasil / Universidade Federal Fluminense. Instituto de Biologia. Departamento de Biologia Celular e Molecular. Programa de Pós-graduação em Ciências e Biotecnologia. Laboratório de Virologia Molecular e Biotecnologia Marinha. Niterói, RJ, Brasil.Universidade Federal Fluminense. Instituto de Biologia. Departamento de Biologia Celular e Molecular. Programa de Pós-graduação em Ciências e Biotecnologia. Laboratório de Virologia Molecular e Biotecnologia Marinha. Niterói, RJ, Brasil.Universidad Nacional de Colombia. Departamento de Química. Bogotá, D.C, Colombia.Universidade da Coruña. Facultade de Ciencias and Centro de Investigaciones Científicas Avanzadas (CICA). Departamento de Química Fundamental. Coruña, Spain.Universidade da Coruña. Facultade de Ciencias and Centro de Investigaciones Científicas Avanzadas (CICA). Departamento de Química Fundamental. Coruña, Spain.Universidade Federal Fluminense. Instituto de Química. Laboratório de Difração de Raios X. Niterói, RJ, Brasil.Universidad Nacional de Colombia. Departamento de Química. Bogotá, D.C, Colombia.The marine brown alga Dictyota pfaffii from Atol das Rocas, in Northeast Brazil is a rich source of dolabellane diterpene, which has the potential to be used in future antiviral drugs by inhibiting reverse transcriptase (RT) of HIV-1. Reexamination of the minor diterpene constituents yielded three new dolabellane diterpenes, (1R,2E,4R,7S,10S,11S,12R)10,18-diacetoxy-7-hydroxy-2,8(17)-dolabelladiene (1), (1R,2E,4R,7R,10S,11S,12R)10,18-diacetoxy-7-hydroxy-2,8(17)-dolabelladiene (2), (1R,2E,4R,8E,10S,11S,12R*)10,18-diacetoxy-7-hydroxy-2,8-dolabelladiene (3), termed dolabelladienols A–C (1–3) respectively, in addition to the known dolabellane diterpenes (4–6). The elucidation of the compounds 1–3 was assigned by 1D and 2D NMR, MS, optical rotation and molecular modeling, along with the relative configuration of compound 4 and the absolute configuration of 5 by X-ray diffraction. The potent anti-HIV-1 activities displayed by compounds 1 and 2 (IC50 = 2.9 and 4.1 μM), which were more active than even the known dolabelladienetriol 4, and the low cytotoxic activity against MT-2 lymphocyte tumor cells indicated that these compounds are promising anti-HIV-1 agents.Marine natural productsDictyota pfaffiiDolabellane diterpenesAnti-HIV-1HIV-1info:eu-repo/semantics/openAccessreponame:Repositório Institucional da FIOCRUZ (ARCA)instname:Fundação Oswaldo Cruz (FIOCRUZ)instacron:FIOCRUZLICENSElicense.txtlicense.txttext/plain; charset=utf-82354https://www.arca.fiocruz.br/bitstream/icict/11930/1/license.txt8b4c200b4e10021c5683c6ccaba07169MD51ORIGINALingrid_oliveira_etal_IOC_2014.pdfingrid_oliveira_etal_IOC_2014.pdfapplication/pdf775833https://www.arca.fiocruz.br/bitstream/icict/11930/2/ingrid_oliveira_etal_IOC_2014.pdfaa8c2188595e6e23695afe7672a67d35MD52TEXTingrid_oliveira_etal_IOC_2014.pdf.txtingrid_oliveira_etal_IOC_2014.pdf.txtExtracted texttext/plain36881https://www.arca.fiocruz.br/bitstream/icict/11930/3/ingrid_oliveira_etal_IOC_2014.pdf.txtbc41be088f0ec541be1fefc08d96015dMD53icict/119302023-09-05 10:36:35.584oai:www.arca.fiocruz.br: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Repositório InstitucionalPUBhttps://www.arca.fiocruz.br/oai/requestrepositorio.arca@fiocruz.bropendoar:21352023-09-05T13:36:35Repositório Institucional da FIOCRUZ (ARCA) - Fundação Oswaldo Cruz (FIOCRUZ)false
dc.title.pt_BR.fl_str_mv	Dolabelladienols A–C, New Diterpenes Isolated from Brazilian Brown Alga Dictyota pfaffii
title	Dolabelladienols A–C, New Diterpenes Isolated from Brazilian Brown Alga Dictyota pfaffii
spellingShingle	Dolabelladienols A–C, New Diterpenes Isolated from Brazilian Brown Alga Dictyota pfaffii Pardo-Vargas, Alonso Marine natural products Dictyota pfaffii Dolabellane diterpenes Anti-HIV-1 HIV-1
title_short	Dolabelladienols A–C, New Diterpenes Isolated from Brazilian Brown Alga Dictyota pfaffii
title_full	Dolabelladienols A–C, New Diterpenes Isolated from Brazilian Brown Alga Dictyota pfaffii
title_fullStr	Dolabelladienols A–C, New Diterpenes Isolated from Brazilian Brown Alga Dictyota pfaffii
title_full_unstemmed	Dolabelladienols A–C, New Diterpenes Isolated from Brazilian Brown Alga Dictyota pfaffii
title_sort	Dolabelladienols A–C, New Diterpenes Isolated from Brazilian Brown Alga Dictyota pfaffii
author	Pardo-Vargas, Alonso
author_facet	Pardo-Vargas, Alonso Oliveira, Ingrid de Barcelos Stephens, Paulo Roberto Soares Santos, Claudio Cesar Cirne Paixão, Izabel Christina Nunes de Palmer Ramos, Freddy Alejandro Jiménez, Carlos Rodriguez, Jaime Resende, Jackson Antonio Lamounier Camargos Teixeira, Valeria Laneuville Castellanos, Leonardo
author_role	author
author2	Oliveira, Ingrid de Barcelos Stephens, Paulo Roberto Soares Santos, Claudio Cesar Cirne Paixão, Izabel Christina Nunes de Palmer Ramos, Freddy Alejandro Jiménez, Carlos Rodriguez, Jaime Resende, Jackson Antonio Lamounier Camargos Teixeira, Valeria Laneuville Castellanos, Leonardo
author2_role	author author author author author author author author author author
dc.contributor.author.fl_str_mv	Pardo-Vargas, Alonso Oliveira, Ingrid de Barcelos Stephens, Paulo Roberto Soares Santos, Claudio Cesar Cirne Paixão, Izabel Christina Nunes de Palmer Ramos, Freddy Alejandro Jiménez, Carlos Rodriguez, Jaime Resende, Jackson Antonio Lamounier Camargos Teixeira, Valeria Laneuville Castellanos, Leonardo
dc.subject.en.pt_BR.fl_str_mv	Marine natural products Dictyota pfaffii Dolabellane diterpenes Anti-HIV-1
topic	Marine natural products Dictyota pfaffii Dolabellane diterpenes Anti-HIV-1 HIV-1
dc.subject.decs.pt_BR.fl_str_mv	HIV-1
description	Universidad Nacional de Colombia. Departamento de Química. Bogotá, D.C, Colombia.
publishDate	2014
dc.date.issued.fl_str_mv	2014
dc.date.accessioned.fl_str_mv	2015-10-12T16:25:07Z
dc.date.available.fl_str_mv	2015-10-12T16:25:07Z
dc.type.status.fl_str_mv	info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv	info:eu-repo/semantics/article
format	article
status_str	publishedVersion
dc.identifier.citation.fl_str_mv	PARDO-VARGAS, Alonso; et al. Dolabelladienols A–C, New Diterpenes Isolated from Brazilian Brown Alga Dictyota pfaffii. Mar. Drugs, v.12, p.4247-4259, 2014.
dc.identifier.uri.fl_str_mv	https://www.arca.fiocruz.br/handle/icict/11930
dc.identifier.issn.none.fl_str_mv	1660-3397
dc.identifier.doi.none.fl_str_mv	10.3390/md12074247
identifier_str_mv	PARDO-VARGAS, Alonso; et al. Dolabelladienols A–C, New Diterpenes Isolated from Brazilian Brown Alga Dictyota pfaffii. Mar. Drugs, v.12, p.4247-4259, 2014. 1660-3397 10.3390/md12074247
url	https://www.arca.fiocruz.br/handle/icict/11930
dc.language.iso.fl_str_mv	eng
language	eng
dc.rights.driver.fl_str_mv	info:eu-repo/semantics/openAccess
eu_rights_str_mv	openAccess
dc.publisher.none.fl_str_mv	MDPI
publisher.none.fl_str_mv	MDPI
dc.source.none.fl_str_mv	reponame:Repositório Institucional da FIOCRUZ (ARCA) instname:Fundação Oswaldo Cruz (FIOCRUZ) instacron:FIOCRUZ
instname_str	Fundação Oswaldo Cruz (FIOCRUZ)
instacron_str	FIOCRUZ
institution	FIOCRUZ
reponame_str	Repositório Institucional da FIOCRUZ (ARCA)
collection	Repositório Institucional da FIOCRUZ (ARCA)
bitstream.url.fl_str_mv	https://www.arca.fiocruz.br/bitstream/icict/11930/1/license.txt https://www.arca.fiocruz.br/bitstream/icict/11930/2/ingrid_oliveira_etal_IOC_2014.pdf https://www.arca.fiocruz.br/bitstream/icict/11930/3/ingrid_oliveira_etal_IOC_2014.pdf.txt
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repository.name.fl_str_mv	Repositório Institucional da FIOCRUZ (ARCA) - Fundação Oswaldo Cruz (FIOCRUZ)
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Dolabelladienols A–C, New Diterpenes Isolated from Brazilian Brown Alga Dictyota pfaffii

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